1996 年 54 巻 4 号 p. 300-310
Total synthesis of the novel trehalase inhibitor, trehazolin was accomplished, and its absolute structure was determined. On the basis of this synthetic study, several related compounds including its stereoisomers were synthesized to investigate the effects of their stereochemistry and framework on the enzyme inhibitory activities. Further studies were carried out for the syntheses and biological evaluation of the trehazolin derivatives, which were derived from its natural aminocyclitol and modified at the terminal amino group of trehalamine. They were designed as compounds exhibiting the inhibition toward the other glucosidases such as intestinal maltase and isomaltase, judging from the structural similarity between D-glucose and trehalamine.